Path to Growth: Conversations with Leaders on Go-To-Market

Tracy Young
Path to Growth: Conversations with Leaders on Go-To-Market

Every great leader has a story to tell. TigerEye’s Path to Growth podcast is where leaders in B2B sales, marketing and customer success share their story. Each episode is a thirty minute masterclass in GTM covering leadership, strategy and growth in challenging markets.

  1. OCT 31

    Caroline McCloskey | Leading Through Crisis

    Summary: In this episode, Tracy speaks with Caroline McCloskey, a seasoned go-to-market leader, currently working with startups at OpenAI. Caroline shares her unique career journey, leadership lessons, and practical advice on scaling, hiring, and navigating the tech world’s complexities. Her experience across companies like AWS, LinkedIn, and WeWork provides invaluable lessons for startups and leaders at any stage. Key Topics Covered: 1. Career Influences Caroline reflects on how her parents’ careers influenced her path – her mother’s drive for learning and travel and her father’s career in law – shaping her broad skillset and interest in leadership. 2. Early Career and Growth in International Sales Caroline shares her formative experience in LinkedIn’s leadership program and her evolution as a generalist, which helped her build versatile skills in various roles and industries. Her experience setting up sales teams in Mexico and Brazil at WeWork highlights the challenges and rewards of scaling in diverse cultural contexts. 3. Lessons in Hypergrowth and Hiring Caroline discusses the rapid growth challenges at WeWork, particularly the complexities of building and scaling teams quickly. She talks about the struggles and lessons learned from the necessity to downsize after aggressive scaling and stresses the importance of paced, thoughtful hiring. 4. Building Culture and Team Alignment With real examples, Caroline emphasizes the role of transparent communication and community in aligning sales, marketing, and product teams. She credits a former manager for showing her the value of regular, inclusive team meetings to create a sense of belonging and shared purpose. 5. Managing in a Crisis Caroline recounts the turmoil during WeWork’s failed IPO, noting the importance of remaining calm as a leader. She describes how a leader’s demeanor mirrors through the team and the responsibility to shield them from unnecessary stress while maintaining morale. 6. Metrics and Go-To-Market Essentials Caroline shares her favorite GTM metrics, though she emphasizes that KPIs should be tailored to each company’s specific needs. From her perspective, productivity metrics and pipeline structure are crucial for junior sales teams to build strong foundations in their roles. 7. Advice for Startups Implementing AI Caroline advises startups implementing LLMs to consider a long-term view. She warns against AI as an afterthought and encourages businesses to anticipate future advancements in AI technology to ensure sustainable product value. 8. Networking and Career Development For early-career professionals, Caroline recommends prioritizing relationships over resume submissions. Building genuine connections can be a key to unlocking future job opportunities and forming long-term mentorships and partnerships. Final Thoughts: Caroline’s journey offers inspiration and practical insights into building resilient teams and effective GTM strategies in a high-growth environment. Whether you’re a startup founder or a young professional, her emphasis on relationship-building and adaptability provides essential takeaways for anyone navigating a rapidly evolving tech landscape. This episode is perfect for fo...

    36 min
  2. OCT 8

    Anastasiia Binns | RevOps with Empathy

    Tracy Young sits down with Anastasiia Binns, Head of Revenue Operations at Semble, a patient management system for private healthcare providers in the UK. They discuss Anastasiia’s unique journey from a background in social anthropology to becoming a leader in Revenue Operations (RevOps). The conversation covers critical topics like balancing operational efficiency with empathy, transitioning roles within a company, and building RevOps functions from scratch.   Key Highlights: Anastasiia’s Unique Path: Anastasiia shares how her degree in social anthropology shaped her open-minded approach in RevOps, especially regarding cultural relativism and understanding how different departments or companies operate within their own context. RevOps Foundations: Anastasiia outlines her process for establishing RevOps functions, focusing on three key pillars: Operational Efficiency: Ensuring processes, tools, and KPIs are well-organized. Disaster Readiness: Preparing for worst-case scenarios and ensuring continuity. Strategic Growth: Making incremental improvements after laying the groundwork. Challenges in RevOps: Anastasiia discusses one of her toughest projects: managing 12 different CRM systems within a large organization, which she streamlined by implementing a simple, yet effective SharePoint system. Tech Bloat and Lean RevOps: The discussion dives into tech bloat, how startups can quickly accumulate unnecessary tools, and Anastasiia’s advice to approach tech purchasing as if it’s coming out of your own wallet. She also talks about keeping RevOps simple and lean by focusing on MVP solutions before adding complexity. Advice for Aspiring Leaders: Anastasiia emphasizes the importance of standing up for what you believe is right in the workplace, even if it means challenging the status quo. She also offers practical advice for handling crises, such as staying calm under pressure and leading by example.

    32 min

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Every great leader has a story to tell. TigerEye’s Path to Growth podcast is where leaders in B2B sales, marketing and customer success share their story. Each episode is a thirty minute masterclass in GTM covering leadership, strategy and growth in challenging markets.

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